House vacation rentals in Leesburg

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Popular amenities for Leesburg house rentals

House rentals with a pool

Top guest favorite
Home in Winter Haven
4.99 out of 5 average rating, 125 reviews

Cheerful 4 Bed, 3 Bath Home with Screened Pool

MaryRating, 5 stars1 month ago
Amazing gem tucked in a quiet nook that makes you feel like you’re in a country paradise but within walking distance from all the amenities you could want. Home is HUGE, beautiful and was sparkling clean. Host was super nice and graciously check in early. Thank you for everything!!
Guest favorite
Home in The Villages
4.95 out of 5 average rating, 124 reviews

2/2 custom pool home with 4 person gas golf cart

DebraRating, 5 stars3 weeks ago
Great house in the Villages close to many great restaurants. I loved the ability to swim in a private beautiful pool every morning. I highly recommend!
Top guest favorite
Home in Orlando
5 out of 5 average rating, 132 reviews

Private pool home near Downtown

KeishlaRating, 5 stars1 week ago
Unfortunately, I had to cancel my stay due to an issue caused by the previous guest, which left the property unavailable for my reservation. While the situation was disappointing, I want to highlight how responsive and proactive Kyle was throughout the process. He immediately took steps to resolve the issue, kept me updated, and looped in Airbnb support without me needing to reach out myself—which I really appreciated. Thank you!
Superhost
Home in Lake Mary
4.89 out of 5 average rating, 257 reviews

Gated community XL pool Home 2500sq/f

MatthewRating, 5 stars2 weeks ago
Was a perfect house for my friends and I to relax at after each day of exploring the area. Quiet neighborhood and the pool was very relaxing.
Guest favorite
Home in Inverness
4.85 out of 5 average rating, 126 reviews

POOL Home near Racetrack, Downtown & Trail

CarinaRating, 5 stars2 months ago
Loved staying in this home with my family including 2 small children . Unfortunately the pool was too cold to enjoy but the patio/pool area is very clean and beautiful. The home is fully equipped with everything you may need and more ! A lot of towels , self-care items and more ! Spacious and clean ! Highly recommend 5/5 stars! Would definitely stay again when the weather is warmer to enjoy the pool with the kids !
Superhost
Home in Kissimmee
4.82 out of 5 average rating, 119 reviews

Pool House in Kissimmee

BriRating, 5 stars1 month ago
Very beautiful family friendly cozy home! The kids loved it! We will be booking our next Florida trip here again!
Superhost
Home in Davenport
4.82 out of 5 average rating, 184 reviews

4BR-2KingMasters-SPA-Private Pool-Remodeled

ArleneRating, 5 stars6 days ago
Wow! This was by far the best Airbnb I’ve stayed at. I’m more of a hotel girly but Tetyana made us feel right at home from the very beginning to end of our stay! Amazing amenities, clean home, amazing pool and hot tub, and Tetyana was super nice and accommodating. Will definitely be booking again when I’m in the Orlando area. Not to mention pet friendly I was able to finally travel with my little buddy and it was amazing. 10/10 recommend!!
Guest favorite
Home in Davenport
4.83 out of 5 average rating, 102 reviews

Family Home Gated 10 Beds Pool Disney 7 miles.

SamanthaRating, 5 stars1 month ago
Great stay! The place was clean, comfortable, and exactly as described. Roy was very responsive and made check-in super easy. Would definitely recommend and stay again!

Weekly house rentals

Guest favorite
Home in Kissimmee
4.96 out of 5 average rating, 23 reviews

9001-WW 5 Bedroom ALL Suites Pool Home

JackieRating, 5 stars1 month ago
Picked this place for our son’s first birthday and it was incredible! The community lost power the first night and it came back fairly quickly. Our host was quick to be on top of everything. Would stay here again!
Guest favorite
Home in Inverness
4.94 out of 5 average rating, 33 reviews

Private fenced pool home/dog friendly

SharonRating, 5 stars1 month ago
It was our first trip to Florida for a month. The place was everything it said and more. From the beautiful home, beautiful backyard with pool, hot tub and soaker tub I felt like I was at a spa. The backyard was so private. We had bikes to use and we did take advantage. We rode our bikes to the main square several times. Jennifer was very pleasant and friendly. She responded to my questions/ comments in a very efficient manner. I would recommend the place. Give a 5 star+++
Top guest favorite
Home in Ocala
4.96 out of 5 average rating, 109 reviews

3/2, 1800 sq ft, Pets, WEC 11 Miles, Private

AmandaRating, 5 stars3 weeks ago
The home was easy to find. Great location to many things to do in the area. Fridge was stocked with drinks and kitchen stocked with plenty of coffee options. Very clean and cozy. Would 100% stay here again and would recommend to others.
Guest favorite
Home in Davenport
5 out of 5 average rating, 6 reviews

Brand NEW 10Bdrms/7Bath At Windsor Island

TreasureRating, 5 stars2 months ago
We were IN LOVE with this house 😍 pictures did no justice!! The house was very clean, very affordable and spacious. The host was very responsive and responded less than 20 minutes.
Guest favorite
Home in The Villages
4.9 out of 5 average rating, 41 reviews

Beautiful Designer Home -Golf Cart- Walk to Sumter

StephanieRating, 5 stars2 weeks ago
The place is walkable from the bus station even at 2am. Very safe and well lit to get there. The golf cart was a plus and allowed us transportation to downtown without walking. Great breakfast places only a ride away. The bedrooms were roomy and clean. The living room was very clean and remotes for tv were self explanatory. The bathrooms had all soaps, shampoos and body soap. I was travels light for the weekend and this place had a hair dryer, magnifying mirror and clean towels. The back porch was cozy and I enjoyed a morning coffee with the chirping of birds and watching squirrels. This place was 6 minutes from my parents place and I would definitely recommend staying here. They even had coffee, coffee pot and creamer! There is a washer and dryer but we didn’t use it those considered it… lol Lori got our guest passes to use the facilities- ie the pool I would say the only thing missing is a map of the cart trails - I didn’t ask so I’m unsure if that is available!
Superhost
Home in Kissimmee
4.9 out of 5 average rating, 124 reviews

5BD Windsor Westside Private Pool (WW 9025)

LydiaRating, 5 stars3 months ago
Jose is very friendly and respond most of the time within 15 minutes. Easy to talk to. We loved the place. We were already familiar with the subdivision and the area. We were with 6 and had plenty of rooms and bathrooms
Superhost
Home in Kissimmee
4.77 out of 5 average rating, 145 reviews

3/2 Family Home, climatized Pool and Sunset Views

NicholasRating, 5 stars4 weeks ago
The home was cozy, clean, private and much more. I couldnt have asked for a more fitting home to stay at while my friend and I were staying in Kissimmee Florida. I highly recommend staying in this home!
Guest favorite
Home in The Villages
4.93 out of 5 average rating, 60 reviews

2 BR Home in an Amazing Location With 4-Seat Cart!

PhillipRating, 5 stars4 months ago
Lovely 2 bedroom home close to the Town Center, pool, recreation Center and golf courses. Thoroughly enjoyed our stay!

Private house rentals

Top guest favorite
Home in Auburndale
4.94 out of 5 average rating, 157 reviews

Lake Whistler Beach House with lakefront pool

ToddRating, 5 stars2 months ago
Can't say enough great things about Jonathan and his place! We loved staying there, felt right at home, we were there with 5 kids and there was always something fun for them to do, swimming in the pool and hot tub, s'mores by the fire, pool, air hockey, pacman was a hit, basketball, and lots of games, books and movies to choose from. There was plenty of space to spread out and feel comfortable and Jonathan added so many thoughtful touches to our stay - greeting us with an Apple Pie on the kitchen counter, a bowl of chocolates in the entry way and plenty of coffee. The kitchen was fully stocked with everything we needed, there were plenty of towels for showers and swimming, life jackets were supplied. The kids said they wanted to move there : ). Need I say more? haha
Guest favorite
Home in Davenport
4.8 out of 5 average rating, 50 reviews

969T-Single Storey House 20 min from Disney 4 bed

MercedesRating, 5 stars1 week ago
Stayed here with my family for the weekend. The place was beautiful and extremely comfortable. I brought some 1st timers at an AirBnB and Tatianna’s place made them fall in love. She was also responsive and extremely helpful! The house was in a nice neighborhood, and had everything you could need. Definitely a must stay if coming to Orlando with a group!
Superhost
Home in Four Corners
4.78 out of 5 average rating, 100 reviews

Jas Vacation Home

EltonRating, 5 stars1 month ago
We had everything we needed and enjoyed our stay. It was the perfect location and setting for our family. The only thing I can suggest is getting the back gate fixed so it latches.
Guest favorite
Home in Davenport
4.89 out of 5 average rating, 157 reviews

Private Haven: Free Pool Heat & BBQ/5Bedroom/4.5Ba

KarinaRating, 5 stars2 days ago
This was a great home, very spacious , clean. It had all the amenities and more. She added complementary Netflix and Disney + which was a super plus for me. The location is great. Multiple restaurants to choose and very close by. The house provided extra pillows and blankets. Pam herself was making sure I was ok. I will definitely come back.
Guest favorite
Home in Apopka
4.94 out of 5 average rating, 207 reviews

Quiet Home Near the Springs

BerryRating, 5 stars5 days ago
Glen was very responsive and was able to assist and accommodate us
Guest favorite
Home in Casselberry
4.93 out of 5 average rating, 106 reviews

Villa with Guest House & Pool-Patio

BrandonRating, 5 stars5 days ago
The house was beautiful and felt cozy and comfortable for us out of state family.
Top guest favorite
Home in Davenport
5 out of 5 average rating, 5 reviews

318 BD - Disney Dream House

JoaquimRating, 5 stars5 months ago
Edney was an amazing host! His communication was quick and helpful, ensuring we had everything we needed for a comfortable stay. The house was breathtaking – extremely clean, spacious, and thoughtfully designed with every detail in mind. It far exceeded our expectations! We highly recommend staying here and would gladly return in the future. Thank you, Edney, for making our stay unforgettable!
Guest favorite
Home in Summerfield
4.88 out of 5 average rating, 186 reviews

Modern Lake Weir House

SeanRating, 5 stars1 month ago
This was a great set up especially with kids & boats. The beach and swing were a big hit with the kids!

Quick stats about house rentals in Leesburg

  • Total rentals

    140 properties

  • Total number of reviews

    2.6K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

Destinations to explore

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  5. Leesburg
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